Jun
25
Seasons Wine Pairing
Join us for a Spanish-themed wine tasting experience featuring our neighbors at Seasons olive oils and vinegar. Chef Matt and his team have created a themed menu of five pairings with bold and rich flavors, perfect for enjoying with wines from all over Spain. Seasons owner, Soraya Aguilar will be with us to talk about her family's beautiful story and how her exquisite products are made.This is a 21+ event.
Jun
12
Meet The Artist- Jeff Huntington for Annapolis Arts Week
In conjunction with Annapolis Arts Week, we are excited to be a part of BOUNCE Gallery Walk! Jeff Huntington will be painting an original mursl on the excterior of Leo and hanging out after for drinks and conversation. To see all the participating businesses on the walk, visit: https://www.annapolisartsweek.com/events/gallery-walk
Jun
1
Drag Brunch w/Annapolis Pride
Celebrate Pride with a Drag Brunch featuring Queen Jalah Nicole and friends. This is a ticketed event, please visit HERE to reserve a spot.
May
31
Pride Parade Day
Celebrate Pride in Annapolis at Leo on parade day! We will be opening early at 11am for lunch, serving up Pride-themed cocktails, and we're the best place to watch the parade go by on West Street. Walk-ins welcome, reservations recommended.
Click HERE to reserve your spot. 
May
3
Catfish Cookoff
Taste delicious catfish dishes from local restaurants, judged by photographer Jay Fleming, Chef John Shields & Kevin Atticks, MD Secretary of Agriculture! Enjoy live music, cooking demos, fish-cutting demos, and a lecture from a fisheries scientist on invasive species. The Chesapeake Catfish Cook-off isn’t just an event—it’s a movement.